JPWO2021097009A5

JPWO2021097009A5 -

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Publication number: JPWO2021097009A5
Authority: JP; Japan
Prior art keywords: methyl; oxy; pyridin; dichlorophenyl; piperidin
Prior art date: 2023-11-20
Legal status : Pending

Application number

JP2022527989A

Other languages

English (en)

Japanese (ja)

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JP2023503852A (ja

Publication date

2023-11-20

2020-11-12 Application filed filed Critical

2020-11-12 Priority claimed from PCT/US2020/060108 external-priority patent/WO2021097009A1/en

2023-02-01 Publication of JP2023503852A publication Critical patent/JP2023503852A/ja

2023-11-20 Publication of JPWO2021097009A5 publication Critical patent/JPWO2021097009A5/ja

Status Pending legal-status Critical Current

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125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 42
239000008194 pharmaceutical composition Substances 0.000 claims 23
229910052757 nitrogen Inorganic materials 0.000 claims 14
229910052736 halogen Inorganic materials 0.000 claims 13
150000002367 halogens Chemical class 0.000 claims 13
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 12
241000700605 Viruses Species 0.000 claims 11
150000001875 compounds Chemical class 0.000 claims 10
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 9
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
125000004043 oxo group Chemical group O=* 0.000 claims 9
-1 3-(4-(5-((6-(3,5-dichlorophenyl)-4-((methylamino)methyl)pyridin-2-yl)oxy)pyridin-2-yl)piperazin-1-yl)propane Chemical compound 0.000 claims 8
125000004433 nitrogen atom Chemical group N* 0.000 claims 8
150000003839 salts Chemical class 0.000 claims 8
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 6
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 6
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 6
125000002619 bicyclic group Chemical group 0.000 claims 6
125000005842 heteroatom Chemical group 0.000 claims 6
125000002950 monocyclic group Chemical group 0.000 claims 6
229910052760 oxygen Inorganic materials 0.000 claims 6
239000001301 oxygen Substances 0.000 claims 6
229920006395 saturated elastomer Polymers 0.000 claims 6
229910052717 sulfur Chemical group 0.000 claims 6
239000011593 sulfur Chemical group 0.000 claims 6
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 4
125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 4
125000000246 pyrimidin-2-yl group Chemical group [H]C1=NC(*)=NC([H])=C1[H] 0.000 claims 4
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 3
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
125000005843 halogen group Chemical group 0.000 claims 3
125000003831 tetrazolyl group Chemical group 0.000 claims 3
125000001425 triazolyl group Chemical group 0.000 claims 3
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 2
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 2
241000710929 Alphavirus Species 0.000 claims 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
241000711950 Filoviridae Species 0.000 claims 2
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 2
241000710924 Togaviridae Species 0.000 claims 2
ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 claims 2
GTCAXTIRRLKXRU-UHFFFAOYSA-N carbamic acid methyl ester Natural products COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 claims 2
WQAWEUZTDVWTDB-UHFFFAOYSA-N dimethyl(oxo)phosphanium Chemical compound C[P+](C)=O WQAWEUZTDVWTDB-UHFFFAOYSA-N 0.000 claims 2
XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
YEHDDQDXQLZCPX-UHFFFAOYSA-N methyl N-[3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoyl]carbamate Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)NC(OC)=O YEHDDQDXQLZCPX-UHFFFAOYSA-N 0.000 claims 2
DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims 2
125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 2
235000019260 propionic acid Nutrition 0.000 claims 2
DZPXARBHSNBMCW-HXUWFJFHSA-N (2R)-3-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)C[C@H](C(=O)O)C)OC=1C=NC(=NC=1)N1CCN(CC1)C DZPXARBHSNBMCW-HXUWFJFHSA-N 0.000 claims 1
TWTTXAQDAAXFEM-HXUWFJFHSA-N (2R)-3-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)C[C@H](C(=O)O)C)OC=1N=NC(=CC=1)N1CCN(CC1)C TWTTXAQDAAXFEM-HXUWFJFHSA-N 0.000 claims 1
DZPXARBHSNBMCW-FQEVSTJZSA-N (2S)-3-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)C[C@@H](C(=O)O)C)OC=1C=NC(=NC=1)N1CCN(CC1)C DZPXARBHSNBMCW-FQEVSTJZSA-N 0.000 claims 1
TWTTXAQDAAXFEM-FQEVSTJZSA-N (2S)-3-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)C[C@@H](C(=O)O)C)OC=1N=NC(=CC=1)N1CCN(CC1)C TWTTXAQDAAXFEM-FQEVSTJZSA-N 0.000 claims 1
AFVOZNISEYCWRY-UHFFFAOYSA-N 1-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-3-methylsulfonylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)NC(=O)NS(=O)(=O)C)OC=1C=NC(=NC=1)N1CCN(CC1)C AFVOZNISEYCWRY-UHFFFAOYSA-N 0.000 claims 1
NKKNUMPNQBYZRN-UHFFFAOYSA-N 1-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]oxycyclopropane-1-carboxylic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)OC1(CC1)C(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C NKKNUMPNQBYZRN-UHFFFAOYSA-N 0.000 claims 1
XWUNSCLZJGAQAA-UHFFFAOYSA-N 1-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]propan-2-ol Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C)O)OC=1C=NC(=NC=1)N1CCN(CC1)C XWUNSCLZJGAQAA-UHFFFAOYSA-N 0.000 claims 1
OQHOMPBZZAFXAU-UHFFFAOYSA-N 1-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]propan-2-one Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C OQHOMPBZZAFXAU-UHFFFAOYSA-N 0.000 claims 1
FAMNPBHEJZCMHX-UHFFFAOYSA-N 1-[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]oxycyclopropane-1-carboxylic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)OC1(CC1)C(=O)O)OC1=NC=C(N=C1)N1CCN(CC1)C FAMNPBHEJZCMHX-UHFFFAOYSA-N 0.000 claims 1
SOMRWFBPSUFXCP-UHFFFAOYSA-N 1-[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]-N-methylmethanamine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CNC)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C SOMRWFBPSUFXCP-UHFFFAOYSA-N 0.000 claims 1
VDDJCWROUASGBF-UHFFFAOYSA-N 1-[2-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]ethyl]cyclopropane-1-carboxylic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC1(CC1)C(=O)O VDDJCWROUASGBF-UHFFFAOYSA-N 0.000 claims 1
IGEVZUMFWRJGMU-UHFFFAOYSA-N 1-[3-(3,5-dichlorophenyl)-5-(6-piperazin-1-ylpyridin-3-yl)oxyphenyl]-N-methylmethanamine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=CC=1)N1CCNCC1)CNC IGEVZUMFWRJGMU-UHFFFAOYSA-N 0.000 claims 1
GTOFOFPZTPNLJI-UHFFFAOYSA-N 1-[3-(3,5-dichlorophenyl)-5-[6-(3,3-dimethylpiperazin-1-yl)pyridin-3-yl]oxyphenyl]-N-methylmethanamine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=CC=1)N1CC(NCC1)(C)C)CNC GTOFOFPZTPNLJI-UHFFFAOYSA-N 0.000 claims 1
INCXLXRJUWTJAR-UHFFFAOYSA-N 1-[3-(3,5-dichlorophenyl)-5-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxyphenyl]-N-methylmethanamine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=CC=1)N1CCN(CC1)C)CNC INCXLXRJUWTJAR-UHFFFAOYSA-N 0.000 claims 1
CKHJHYXFPIUYOD-UHFFFAOYSA-N 1-[3-[6-(1,4-diazepan-1-yl)pyridin-3-yl]oxy-5-(3,5-dichlorophenyl)phenyl]-N-methylmethanamine Chemical compound N1(CCNCCC1)C1=CC=C(C=N1)OC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)CNC CKHJHYXFPIUYOD-UHFFFAOYSA-N 0.000 claims 1
OZHKYLOHMGGREF-UHFFFAOYSA-N 1-[3-[6-(2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl)pyridin-3-yl]oxy-5-(3,5-dichlorophenyl)phenyl]-N-methylmethanamine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=CC=1)N1CC2CNCC2C1)CNC OZHKYLOHMGGREF-UHFFFAOYSA-N 0.000 claims 1
WYVOFQCRMBNKGB-SFTDATJTSA-N 1-[3-[6-[(1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyridin-3-yl]oxy-5-(3,5-dichlorophenyl)phenyl]-N-methylmethanamine Chemical compound [C@@H]12N(C[C@@H](NC1)C2)C2=CC=C(C=N2)OC=2C=C(C=C(C2)C2=CC(=CC(=C2)Cl)Cl)CNC WYVOFQCRMBNKGB-SFTDATJTSA-N 0.000 claims 1
ANBGZCPUKYJMEV-UHFFFAOYSA-N 1-[5-[3-(3,5-dichlorophenyl)-5-(methylaminomethyl)phenoxy]pyridin-2-yl]piperidin-4-amine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)CNC)OC=1C=CC(=NC=1)N1CCC(CC1)N ANBGZCPUKYJMEV-UHFFFAOYSA-N 0.000 claims 1
NVJCSGDMHPKXOW-UHFFFAOYSA-N 1-[5-[3-(3,5-dichlorophenyl)-5-[(2-methoxyethylamino)methyl]phenoxy]pyridin-2-yl]-N-methylpiperidin-4-amine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)CNCCOC)OC=1C=CC(=NC=1)N1CCC(CC1)NC NVJCSGDMHPKXOW-UHFFFAOYSA-N 0.000 claims 1
WXAWSOSENJECMG-UHFFFAOYSA-N 1-[5-[6-(3-chloro-5-methylphenyl)-4-(methylaminomethyl)pyridin-2-yl]oxypyridin-2-yl]piperidin-4-amine Chemical compound ClC=1C=C(C=C(C=1)C)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCC(CC1)N)CNC WXAWSOSENJECMG-UHFFFAOYSA-N 0.000 claims 1
TWHWNKJMOUMLGU-UHFFFAOYSA-N 1-[7-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]-2,7-diazaspiro[3.5]nonan-2-yl]-2-hydroxyethanone Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC2(CN(C2)C(CO)=O)CC1)OC=1C=NC(=NC=1)N1CCN(CC1)C TWHWNKJMOUMLGU-UHFFFAOYSA-N 0.000 claims 1
WDAYBDXLXUXMOV-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCNCC1 WDAYBDXLXUXMOV-UHFFFAOYSA-N 0.000 claims 1
DLIIAMDDSBJZQZ-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]-4-hydroxypiperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)(O)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCNCC1 DLIIAMDDSBJZQZ-UHFFFAOYSA-N 0.000 claims 1
ZFNIEZAQMUDSTP-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylsulfonylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NS(=O)(=O)C)OC=1C=NC(=NC=1)N1CCN(CC1)C ZFNIEZAQMUDSTP-UHFFFAOYSA-N 0.000 claims 1
KPMPEWPLXPVVIN-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)C KPMPEWPLXPVVIN-UHFFFAOYSA-N 0.000 claims 1
USJUUVXZEGTZAO-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-hydroxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCO USJUUVXZEGTZAO-UHFFFAOYSA-N 0.000 claims 1
JTZDFWQPNAEAQN-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-methoxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCOC JTZDFWQPNAEAQN-UHFFFAOYSA-N 0.000 claims 1
KPLFJQSZBMMFHZ-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-hydroxybutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)O KPLFJQSZBMMFHZ-UHFFFAOYSA-N 0.000 claims 1
FBNHKNOITKSSBL-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-hydroxypropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCCO FBNHKNOITKSSBL-UHFFFAOYSA-N 0.000 claims 1
FGXGXGLCKDQRHK-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfinylbutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)S(=O)C FGXGXGLCKDQRHK-UHFFFAOYSA-N 0.000 claims 1
FLPKMKVZJGIDSI-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylbutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)S(=O)(=O)C FLPKMKVZJGIDSI-UHFFFAOYSA-N 0.000 claims 1
UVONHVPZRCLRAM-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C UVONHVPZRCLRAM-UHFFFAOYSA-N 0.000 claims 1
SASYMGHFTFWCKQ-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-sulfamoylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)N)CN1CCC(CC1)CNC(=O)NC SASYMGHFTFWCKQ-UHFFFAOYSA-N 0.000 claims 1
GXICYQKEICYJGT-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(4-hydroxybutan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCO GXICYQKEICYJGT-UHFFFAOYSA-N 0.000 claims 1
GOTXSDCHVRMSBJ-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(4-methylsulfonylbutan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCS(=O)(=O)C GOTXSDCHVRMSBJ-UHFFFAOYSA-N 0.000 claims 1
KZWOIEIPARUHSL-OAQYLSRUSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)C[C@@H](C)O KZWOIEIPARUHSL-OAQYLSRUSA-N 0.000 claims 1
WBGDAYPTRSPSES-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC1=NC=C(N=C1)N1CCN(CC1)C WBGDAYPTRSPSES-UHFFFAOYSA-N 0.000 claims 1
KCAMKOIMXKKORN-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCN(CC1)C KCAMKOIMXKKORN-UHFFFAOYSA-N 0.000 claims 1
WKELXCFDAVLUNR-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-hydroxyethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCN(CC1)CCO WKELXCFDAVLUNR-UHFFFAOYSA-N 0.000 claims 1
OMXZTUYZKCNSKJ-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-methoxyethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCN(CC1)CCOC OMXZTUYZKCNSKJ-UHFFFAOYSA-N 0.000 claims 1
KNUJQCPMMDZZAA-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-methylsulfonylethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCN(CC1)CCS(=O)(=O)C KNUJQCPMMDZZAA-UHFFFAOYSA-N 0.000 claims 1
ROYVPUGPANDVKE-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylbutyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCN(CC1)CCC(C)S(=O)(=O)C ROYVPUGPANDVKE-UHFFFAOYSA-N 0.000 claims 1
ABKPIKBYUFOGCN-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(=O)(=O)C ABKPIKBYUFOGCN-UHFFFAOYSA-N 0.000 claims 1
XZQBCZDSCSLWOQ-UHFFFAOYSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-sulfamoylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)N)CN1CCC(CC1)CNC(=O)NC XZQBCZDSCSLWOQ-UHFFFAOYSA-N 0.000 claims 1
XAISUIZQUBKJBH-JOCHJYFZSA-N 1-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=CC=1)N1CCN(CC1)C[C@@H](C)O XAISUIZQUBKJBH-JOCHJYFZSA-N 0.000 claims 1
UJUFOLDAPKPKMH-UHFFFAOYSA-N 1-[[1-[[2-(3-chloro-5-fluorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)F)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C UJUFOLDAPKPKMH-UHFFFAOYSA-N 0.000 claims 1
XQAOLROUGWUCCN-UHFFFAOYSA-N 1-[[1-[[2-(3-chloro-5-fluorophenyl)-6-[2-[4-(4-methylsulfonylbutan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)F)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCS(=O)(=O)C XQAOLROUGWUCCN-UHFFFAOYSA-N 0.000 claims 1
JKTJFVZZZMGHMO-UHFFFAOYSA-N 1-[[1-[[3-(3,5-dichlorophenyl)-5-[2-[4-(2-hydroxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxyphenyl]methyl]piperidin-4-yl]methyl]-3-methylurea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)CCO)CN1CCC(CC1)CNC(=O)NC JKTJFVZZZMGHMO-UHFFFAOYSA-N 0.000 claims 1
MJGDEMMDRQQTFT-DEOSSOPVSA-N 2-[(7S)-4-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]-1,4-oxazepan-7-yl]ethanol Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCO[C@@H](CC1)CCO)OC=1C=NC(=NC=1)N1CCN(CC1)C MJGDEMMDRQQTFT-DEOSSOPVSA-N 0.000 claims 1
NUOYGSNJOPJRFU-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)N)OC=1C=NC(=NC=1)N1CCNCC1 NUOYGSNJOPJRFU-UHFFFAOYSA-N 0.000 claims 1
RCXRKDSECTVFOM-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCNCC1 RCXRKDSECTVFOM-UHFFFAOYSA-N 0.000 claims 1
ALYLHJNDRVMZAO-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]oxyacetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)OCC(=O)O)OC=1C=NC(=NC=1)N1CCNCC1 ALYLHJNDRVMZAO-UHFFFAOYSA-N 0.000 claims 1
HCXUTUWSPYULBK-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-(5-piperazin-1-ylpyrazin-2-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCNCC1 HCXUTUWSPYULBK-UHFFFAOYSA-N 0.000 claims 1
ROZNNAUNLQUDRA-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]-N,N-dimethylethanamine oxide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC[N+](C)(C)[O-])OC=1C=NC(=CC=1)N1CCNCC1 ROZNNAUNLQUDRA-UHFFFAOYSA-N 0.000 claims 1
SDEJHJKGDDPMAW-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCNCC1 SDEJHJKGDDPMAW-UHFFFAOYSA-N 0.000 claims 1
ZNCSXEDOPKOGCK-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]ethanesulfonic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCS(=O)(=O)O)OC=1C=NC(=CC=1)N1CCNCC1 ZNCSXEDOPKOGCK-UHFFFAOYSA-N 0.000 claims 1
FADDYAKDLGQPHK-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(2-methyl-1,3,3a,4,6,6a-hexahydropyrrolo[3,4-c]pyrrol-5-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CC2CN(CC2C1)C FADDYAKDLGQPHK-UHFFFAOYSA-N 0.000 claims 1
SJUQEDZVANTTMO-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(3,3-dimethylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CC(NCC1)(C)C SJUQEDZVANTTMO-UHFFFAOYSA-N 0.000 claims 1
QHUIXLHLPZLIMK-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-ethyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CCC1)CC QHUIXLHLPZLIMK-UHFFFAOYSA-N 0.000 claims 1
JZNGNDDVXZOGOX-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-ethylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CC JZNGNDDVXZOGOX-UHFFFAOYSA-N 0.000 claims 1
RHMYVCZSMOIFAS-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CCC1)C RHMYVCZSMOIFAS-UHFFFAOYSA-N 0.000 claims 1
YCWULLBAWJMDTL-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]oxyacetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)OCC(=O)O)OC=1C=NC(=NC=1)N1CCN(CCC1)C YCWULLBAWJMDTL-UHFFFAOYSA-N 0.000 claims 1
QRPCIPJAEVDQQP-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)N)OC=1C=NC(=NC=1)N1CCN(CC1)C QRPCIPJAEVDQQP-UHFFFAOYSA-N 0.000 claims 1
AZEJIKZNBHEXCM-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C AZEJIKZNBHEXCM-UHFFFAOYSA-N 0.000 claims 1
BAPINCRGBBFJDB-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]ethanesulfonamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCS(=O)(=O)N)OC=1C=NC(=NC=1)N1CCN(CC1)C BAPINCRGBBFJDB-UHFFFAOYSA-N 0.000 claims 1
FYLPKMOYILCRDF-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]ethanol Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCO)OC=1C=NC(=NC=1)N1CCN(CC1)C FYLPKMOYILCRDF-UHFFFAOYSA-N 0.000 claims 1
KGJOHKYXCLOVID-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]ethylboronic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCB(O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C KGJOHKYXCLOVID-UHFFFAOYSA-N 0.000 claims 1
WCHGPESKTRKZOY-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]oxy-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)OC(C(=O)O)(C)C)OC=1C=NC(=NC=1)N1CCN(CC1)C WCHGPESKTRKZOY-UHFFFAOYSA-N 0.000 claims 1
IZKMXUBRKPZLTL-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]oxyacetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)OCC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C IZKMXUBRKPZLTL-UHFFFAOYSA-N 0.000 claims 1
NPVPASPENGAFSC-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]pyrrolidin-3-yl]oxyacetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CC(CC1)OCC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C NPVPASPENGAFSC-UHFFFAOYSA-N 0.000 claims 1
CKAAPGPMWZFCOW-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-propan-2-ylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)C CKAAPGPMWZFCOW-UHFFFAOYSA-N 0.000 claims 1
AHNYKNJXYRHFTJ-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(6-fluoro-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCNCC(C1)F AHNYKNJXYRHFTJ-UHFFFAOYSA-N 0.000 claims 1
NCSPMNRHMIVKBF-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(6-fluoro-4-methyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC(C1)F)C NCSPMNRHMIVKBF-UHFFFAOYSA-N 0.000 claims 1
JCYVGILALJXHJG-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(6-hydroxy-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCNCC(C1)O JCYVGILALJXHJG-UHFFFAOYSA-N 0.000 claims 1
BLBHGPCWQIYXOF-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(6-hydroxy-4,6-dimethyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC(C1)(C)O)C BLBHGPCWQIYXOF-UHFFFAOYSA-N 0.000 claims 1
NGKDDRVRCYHOEH-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(6-hydroxy-4-methyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC(C1)O)C NGKDDRVRCYHOEH-UHFFFAOYSA-N 0.000 claims 1
CTFGGUUIKCFANT-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(6-methoxy-4-methyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC(C1)OC)C CTFGGUUIKCFANT-UHFFFAOYSA-N 0.000 claims 1
JTKHTEMATCXRRP-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(6-methyl-3,6-diazabicyclo[3.1.1]heptan-3-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CC2N(C(C1)C2)C JTKHTEMATCXRRP-UHFFFAOYSA-N 0.000 claims 1
OSAJLDHWUIDPHY-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-(8-methyl-3,8-diazabicyclo[3.2.1]octan-3-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CC2CCC(C1)N2C OSAJLDHWUIDPHY-UHFFFAOYSA-N 0.000 claims 1
BYBWOHAVQQRHIH-DQEYMECFSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[(1S,4S)-5-ethyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1[C@@H]2CN([C@H](C1)C2)CC BYBWOHAVQQRHIH-DQEYMECFSA-N 0.000 claims 1
NENSRYYLZNRUSQ-ZEQRLZLVSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[(1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1[C@@H]2CN([C@H](C1)C2)C NENSRYYLZNRUSQ-ZEQRLZLVSA-N 0.000 claims 1
LYDQKYGPLCCBIN-SFHVURJKSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[(3S)-3-methylpiperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1C[C@@H](NCC1)C LYDQKYGPLCCBIN-SFHVURJKSA-N 0.000 claims 1
ZMLSGPFKTLQRBT-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[3-(methylamino)pyrrolidin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CC(CC1)NC ZMLSGPFKTLQRBT-UHFFFAOYSA-N 0.000 claims 1
KMZRPZHTZYJNCM-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(1,3-dihydroxypropan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C(CO)CO KMZRPZHTZYJNCM-UHFFFAOYSA-N 0.000 claims 1
QVMPXIXVHHAEGH-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(1-hydroxypropan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C(CO)C QVMPXIXVHHAEGH-UHFFFAOYSA-N 0.000 claims 1
AYLXYASCQWNACW-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2,3-dihydroxypropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CC(CO)O AYLXYASCQWNACW-UHFFFAOYSA-N 0.000 claims 1
RVQJNKOIZKJNGH-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-fluoroethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCF RVQJNKOIZKJNGH-UHFFFAOYSA-N 0.000 claims 1
XZKGLRKBFXECOM-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-hydroxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCO XZKGLRKBFXECOM-UHFFFAOYSA-N 0.000 claims 1
WZXUTZNFFFBBEK-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-methoxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCOC WZXUTZNFFFBBEK-UHFFFAOYSA-N 0.000 claims 1
MFYJWGWIBQDEHK-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2H-triazol-4-ylmethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound N1N=NC=C1CN1CCN(CC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl MFYJWGWIBQDEHK-UHFFFAOYSA-N 0.000 claims 1
LCRJZDOELKQBHQ-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-hydroxy-2,2-dimethylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CC(CO)(C)C LCRJZDOELKQBHQ-UHFFFAOYSA-N 0.000 claims 1
YLJJABGXZWXZOR-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-hydroxy-3-methylbutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)(C)O YLJJABGXZWXZOR-UHFFFAOYSA-N 0.000 claims 1
OETPDWYLICVMMI-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-hydroxybutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)O OETPDWYLICVMMI-UHFFFAOYSA-N 0.000 claims 1
BRRZTSFCKGPYTG-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-hydroxycyclobutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C1CC(C1)O BRRZTSFCKGPYTG-UHFFFAOYSA-N 0.000 claims 1
PYXXTSDGIBYDFY-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfinylbutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)S(=O)C PYXXTSDGIBYDFY-UHFFFAOYSA-N 0.000 claims 1
IJYMLGZIEOKWBI-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylbutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)S(=O)(=O)C IJYMLGZIEOKWBI-UHFFFAOYSA-N 0.000 claims 1
SNPSOUBNBXTISO-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C SNPSOUBNBXTISO-UHFFFAOYSA-N 0.000 claims 1
DMZBFQQCFPWAPD-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-sulfamoylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(N)(=O)=O DMZBFQQCFPWAPD-UHFFFAOYSA-N 0.000 claims 1
VEPVVRISRPIOHE-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(4-hydroxybutan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCO VEPVVRISRPIOHE-UHFFFAOYSA-N 0.000 claims 1
BMMWWERINDBDLN-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(dimethylamino)piperidin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCC(CC1)N(C)C BMMWWERINDBDLN-UHFFFAOYSA-N 0.000 claims 1
MSPWBBKJKNRIQD-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(1-hydroxycyclopropyl)methyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CC1(CC1)O MSPWBBKJKNRIQD-UHFFFAOYSA-N 0.000 claims 1
BUVTTYFXRWVEJU-HXUWFJFHSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C[C@@H](C)O BUVTTYFXRWVEJU-HXUWFJFHSA-N 0.000 claims 1
HHEWUAIKSZWNGP-HXUWFJFHSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]oxyacetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)OCC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C[C@@H](C)O HHEWUAIKSZWNGP-HXUWFJFHSA-N 0.000 claims 1
SPMMCBXXGGNOQR-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[2-(1-hydroxycyclopropyl)ethyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCC1(CC1)O SPMMCBXXGGNOQR-UHFFFAOYSA-N 0.000 claims 1
QXEDGKCVXMPAJI-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[2-(methylcarbamoyloxy)ethyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCOC(NC)=O QXEDGKCVXMPAJI-UHFFFAOYSA-N 0.000 claims 1
IVHYHWFSBVJZCQ-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[4-(dimethylamino)butan-2-yl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCN(C)C IVHYHWFSBVJZCQ-UHFFFAOYSA-N 0.000 claims 1
PDBGKKMNOGDHQG-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[4-(methylamino)butan-2-yl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCNC PDBGKKMNOGDHQG-UHFFFAOYSA-N 0.000 claims 1
FVNYZWBRFJBAIU-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[2-methyl-6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C(=NC(=CC=1)N1CCN(CC1)C)C FVNYZWBRFJBAIU-UHFFFAOYSA-N 0.000 claims 1
VAHDKDRTZYNHEO-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[4-(4-methylpiperazin-1-yl)phenoxy]pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=CC=C(C=C1)N1CCN(CC1)C VAHDKDRTZYNHEO-UHFFFAOYSA-N 0.000 claims 1
HNGLYJIAKWIQQA-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[4-methyl-2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C(=NC(=NC=1)N1CCN(CC1)C)C HNGLYJIAKWIQQA-UHFFFAOYSA-N 0.000 claims 1
ZTWBCCPQWWLZLX-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-ethyl-1,4-diazepan-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCN(CCC1)CC ZTWBCCPQWWLZLX-UHFFFAOYSA-N 0.000 claims 1
RAPZVVBHTMJSSW-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methyl-1,4-diazepan-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCN(CCC1)C RAPZVVBHTMJSSW-UHFFFAOYSA-N 0.000 claims 1
KOOCFNGOLFXEKM-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCN(CC1)C KOOCFNGOLFXEKM-UHFFFAOYSA-N 0.000 claims 1
NNUHWWTXXUDNHE-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]ethanol Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCO)OC1=NC=C(N=C1)N1CCN(CC1)C NNUHWWTXXUDNHE-UHFFFAOYSA-N 0.000 claims 1
PERHFORZCSCUIA-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-propan-2-ylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCN(CC1)C(C)C PERHFORZCSCUIA-UHFFFAOYSA-N 0.000 claims 1
IIYJQAXGYXNWOQ-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-(6-methyl-3,6-diazabicyclo[3.1.1]heptan-3-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CC2N(C(C1)C2)C IIYJQAXGYXNWOQ-UHFFFAOYSA-N 0.000 claims 1
OTAKXBCHSYLASG-ZEQRLZLVSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-[(1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1[C@@H]2CN([C@H](C1)C2)C OTAKXBCHSYLASG-ZEQRLZLVSA-N 0.000 claims 1
MZPJNTCIHJSRHN-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-[4-(2-hydroxy-2-methylpropyl)piperazin-1-yl]pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCN(CC1)CC(C)(C)O MZPJNTCIHJSRHN-UHFFFAOYSA-N 0.000 claims 1
UMUGTCQFDCHWHO-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-[4-(3-hydroxybutyl)piperazin-1-yl]pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCN(CC1)CCC(C)O UMUGTCQFDCHWHO-UHFFFAOYSA-N 0.000 claims 1
HMAFPPFRBPONJR-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC1=NC=C(N=C1)N1CCN(CC1)CCCS(=O)(=O)C HMAFPPFRBPONJR-UHFFFAOYSA-N 0.000 claims 1
RCOZJDHVNBQPAH-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[5-fluoro-6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=C(C=1)F)N1CCN(CC1)C RCOZJDHVNBQPAH-UHFFFAOYSA-N 0.000 claims 1
DCIXUHUBDVQGRE-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-ethyl-1,4-diazepan-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1N=NC(=CC=1)N1CCN(CCC1)CC DCIXUHUBDVQGRE-UHFFFAOYSA-N 0.000 claims 1
BAYKAFJIRABTNR-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-ethylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1N=NC(=CC=1)N1CCN(CC1)CC BAYKAFJIRABTNR-UHFFFAOYSA-N 0.000 claims 1
BZMPIZOXEYVNHG-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methyl-1,4-diazepan-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1N=NC(=CC=1)N1CCN(CCC1)C BZMPIZOXEYVNHG-UHFFFAOYSA-N 0.000 claims 1
XSYRJHRGZVWTDL-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methyl-1,4-diazepan-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCN(CCC1)C XSYRJHRGZVWTDL-UHFFFAOYSA-N 0.000 claims 1
LGPNZGMLMRORRG-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1N=NC(=CC=1)N1CCN(CC1)C LGPNZGMLMRORRG-UHFFFAOYSA-N 0.000 claims 1
FFWQPDJAOXPCGQ-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]ethanol Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCO)OC=1N=NC(=CC=1)N1CCN(CC1)C FFWQPDJAOXPCGQ-UHFFFAOYSA-N 0.000 claims 1
AWMJWDCCUXONEH-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)C AWMJWDCCUXONEH-UHFFFAOYSA-N 0.000 claims 1
VGVQHRSYPNRELX-DQEYMECFSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[(1S,4S)-5-ethyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1N=NC(=CC=1)N1[C@@H]2CN([C@H](C1)C2)CC VGVQHRSYPNRELX-DQEYMECFSA-N 0.000 claims 1
WVEQHAXSIHJQNF-ZEQRLZLVSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[(1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1N=NC(=CC=1)N1[C@@H]2CN([C@H](C1)C2)C WVEQHAXSIHJQNF-ZEQRLZLVSA-N 0.000 claims 1
NUTYHECMBAOZIB-DQEYMECFSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[(1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1[C@@H]2CN([C@H](C1)C2)C NUTYHECMBAOZIB-DQEYMECFSA-N 0.000 claims 1
PXHSRGZVZWWOSI-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-hydroxyethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)CCO PXHSRGZVZWWOSI-UHFFFAOYSA-N 0.000 claims 1
CZTOGJLVLISLTA-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-methoxyethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)CCOC CZTOGJLVLISLTA-UHFFFAOYSA-N 0.000 claims 1
VGBJOWWKCHRYDK-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-N-ethylacetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)NCC)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(=O)(=O)C VGBJOWWKCHRYDK-UHFFFAOYSA-N 0.000 claims 1
DLANLBKDYFQYEC-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)N)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(=O)(=O)C DLANLBKDYFQYEC-UHFFFAOYSA-N 0.000 claims 1
DHKNGKGYCUONKT-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(=O)(=O)C DHKNGKGYCUONKT-UHFFFAOYSA-N 0.000 claims 1
YQZXMUCZGZCQQB-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-sulfamoylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(N)(=O)=O YQZXMUCZGZCQQB-UHFFFAOYSA-N 0.000 claims 1
OTCLOANOPONIOE-OAQYLSRUSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)C[C@@H](C)O OTCLOANOPONIOE-OAQYLSRUSA-N 0.000 claims 1
KOUVZSVAYWEVGP-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]-propan-2-ylamino]pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)N(C=1C=NC(=NC=1)N1CCN(CC1)C)C(C)C KOUVZSVAYWEVGP-UHFFFAOYSA-N 0.000 claims 1
HXLIPKCQIMNKQD-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]amino]pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)NC=1C=NC(=NC=1)N1CCN(CC1)C HXLIPKCQIMNKQD-UHFFFAOYSA-N 0.000 claims 1
MEXGBWBRSSAHCM-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[ethyl-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]amino]pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)N(C=1C=NC(=NC=1)N1CCN(CC1)C)CC MEXGBWBRSSAHCM-UHFFFAOYSA-N 0.000 claims 1
IOJDGVMUMJJVRT-UHFFFAOYSA-N 2-[1-[[2-(3,5-dichlorophenyl)-6-[methyl-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]amino]pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)N(C=1C=NC(=NC=1)N1CCN(CC1)C)C IOJDGVMUMJJVRT-UHFFFAOYSA-N 0.000 claims 1
OTDGDFRWRZRFGC-UHFFFAOYSA-N 2-[1-[[2-(3-chloro-5-fluorophenyl)-6-[2-(4-methyl-1,4-diazepan-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)F)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CCC1)C OTDGDFRWRZRFGC-UHFFFAOYSA-N 0.000 claims 1
PMWGLSGYZGTXKW-UHFFFAOYSA-N 2-[1-[[2-[2-(1,4-diazabicyclo[3.2.1]octan-4-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound N12CCN(C(CC1)C2)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl PMWGLSGYZGTXKW-UHFFFAOYSA-N 0.000 claims 1
NJCICWFDIHZRTG-UHFFFAOYSA-N 2-[1-[[2-[2-(1,4-diazepan-1-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound N1(CCNCCC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl NJCICWFDIHZRTG-UHFFFAOYSA-N 0.000 claims 1
OWXJTTCCGNEYPG-UHFFFAOYSA-N 2-[1-[[2-[2-(2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)OC=1C=NC(=NC=1)N1CC2CNCC2C1 OWXJTTCCGNEYPG-UHFFFAOYSA-N 0.000 claims 1
FNYXWJCLQVJDDY-UHFFFAOYSA-N 2-[1-[[2-[2-(3,6-diazabicyclo[3.1.1]heptan-3-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound C12CN(CC(N1)C2)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl FNYXWJCLQVJDDY-UHFFFAOYSA-N 0.000 claims 1
DBDSKIYILUCOAH-UHFFFAOYSA-N 2-[1-[[2-[2-(3,8-diazabicyclo[3.2.1]octan-3-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)-3-fluoropyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound C12CN(CC(CC1)N2)C1=NC=C(C=N1)OC1=NC(=CC(=C1F)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl DBDSKIYILUCOAH-UHFFFAOYSA-N 0.000 claims 1
ZMTFZELEZNPAST-UHFFFAOYSA-N 2-[1-[[2-[2-(3,8-diazabicyclo[3.2.1]octan-3-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound C12CN(CC(CC1)N2)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl ZMTFZELEZNPAST-UHFFFAOYSA-N 0.000 claims 1
LZUMWNRBZQQEOM-UHFFFAOYSA-N 2-[1-[[2-[2-(4,7-diazaspiro[2.5]octan-7-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound C1CC11NCCN(C1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl LZUMWNRBZQQEOM-UHFFFAOYSA-N 0.000 claims 1
JQOLXWIADFCQHK-UHFFFAOYSA-N 2-[1-[[2-[2-(4-aminopiperidin-1-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound NC1CCN(CC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl JQOLXWIADFCQHK-UHFFFAOYSA-N 0.000 claims 1
HFBZNXHRBLBXGE-UHFFFAOYSA-N 2-[1-[[2-[2-(4-cyclopropylpiperazin-1-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound C1(CC1)N1CCN(CC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl HFBZNXHRBLBXGE-UHFFFAOYSA-N 0.000 claims 1
QPAOXJWKOIWCDO-UHFFFAOYSA-N 2-[1-[[2-[2-[4-amino-4-(2-hydroxyethyl)piperidin-1-yl]pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound NC1(CCN(CC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl)CCO QPAOXJWKOIWCDO-UHFFFAOYSA-N 0.000 claims 1
ORLQRZQCDFPHTG-UHFFFAOYSA-N 2-[1-[[2-[2-[4-amino-4-(hydroxymethyl)piperidin-1-yl]pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound NC1(CCN(CC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl)CO ORLQRZQCDFPHTG-UHFFFAOYSA-N 0.000 claims 1
CHGIIXAUSXILJF-UHFFFAOYSA-N 2-[1-[[2-[5-(1,4-diazabicyclo[3.2.1]octan-4-yl)pyrazin-2-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound N12CCN(C(CC1)C2)C=1N=CC(=NC=1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl CHGIIXAUSXILJF-UHFFFAOYSA-N 0.000 claims 1
IFQCINQMEYSKER-UHFFFAOYSA-N 2-[1-[[2-[6-(1,4-diazabicyclo[3.2.1]octan-4-yl)pyridazin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound N12CCN(C(CC1)C2)C1=CC=C(N=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl IFQCINQMEYSKER-UHFFFAOYSA-N 0.000 claims 1
MIIPWEPBHOOZOT-UHFFFAOYSA-N 2-[1-[[2-[6-(1,4-diazepan-1-yl)pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound N1(CCNCCC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CC(=O)O)C1=CC(=CC(=C1)Cl)Cl MIIPWEPBHOOZOT-UHFFFAOYSA-N 0.000 claims 1
SWDIGXKGTIKYKO-ZEQRLZLVSA-N 2-[1-[[2-[6-[(1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound [C@@H]12N(C[C@@H](NC1)C2)C2=CC=C(C=N2)OC2=NC(=CC(=C2)CN2CCC(CC2)CC(=O)O)C2=CC(=CC(=C2)Cl)Cl SWDIGXKGTIKYKO-ZEQRLZLVSA-N 0.000 claims 1
WFNAXACWYNJCRT-UHFFFAOYSA-N 2-[1-[[3-(3,5-dichlorophenyl)-5-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxyphenyl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)C)CN1CCC(CC1)CC(=O)O WFNAXACWYNJCRT-UHFFFAOYSA-N 0.000 claims 1
ITBAOFWGDGCSEF-UHFFFAOYSA-N 2-[1-[[5-(3,5-dichlorophenyl)-2-fluoro-3-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxyphenyl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)C)F)CN1CCC(CC1)CC(=O)O ITBAOFWGDGCSEF-UHFFFAOYSA-N 0.000 claims 1
RMSSDEZLJBZPAT-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-fluoro-2-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)C)F)CN1CCC(CC1)CC(=O)O RMSSDEZLJBZPAT-UHFFFAOYSA-N 0.000 claims 1
QMSJTWDTLACGJG-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-fluoro-2-[2-(8-methyl-3,8-diazabicyclo[3.2.1]octan-3-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1C=NC(=NC=1)N1CC2CCC(C1)N2C)F)CN1CCC(CC1)CC(=O)O QMSJTWDTLACGJG-UHFFFAOYSA-N 0.000 claims 1
MAAQFHPMDQYLSZ-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-fluoro-2-[2-methyl-6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1C(=NC(=CC=1)N1CCN(CC1)C)C)F)CN1CCC(CC1)CC(=O)O MAAQFHPMDQYLSZ-UHFFFAOYSA-N 0.000 claims 1
WDKJKCSRACACCB-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-fluoro-2-[4-methyl-2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1C(=NC(=NC=1)N1CCN(CC1)C)C)F)CN1CCC(CC1)CC(=O)O WDKJKCSRACACCB-UHFFFAOYSA-N 0.000 claims 1
ATQPNXUCZUGEIL-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-fluoro-2-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC1=NC=C(N=C1)N1CCN(CC1)C)F)CN1CCC(CC1)CC(=O)O ATQPNXUCZUGEIL-UHFFFAOYSA-N 0.000 claims 1
JNVCTTMGSQPPKK-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-fluoro-2-[6-(4-methylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1N=NC(=CC=1)N1CCN(CC1)C)F)CN1CCC(CC1)CC(=O)O JNVCTTMGSQPPKK-UHFFFAOYSA-N 0.000 claims 1
UUZZKGHOAMZHJI-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-fluoro-2-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1C=NC(=CC=1)N1CCN(CC1)C)F)CN1CCC(CC1)CC(=O)O UUZZKGHOAMZHJI-UHFFFAOYSA-N 0.000 claims 1
MJOIKKFWKPJNJM-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-methyl-2-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC1=NC=C(N=C1)N1CCN(CC1)C)C)CN1CCC(CC1)CC(=O)O MJOIKKFWKPJNJM-UHFFFAOYSA-N 0.000 claims 1
ZZFLKXNHUWOYBT-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-methyl-2-[6-(4-methylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1N=NC(=CC=1)N1CCN(CC1)C)C)CN1CCC(CC1)CC(=O)O ZZFLKXNHUWOYBT-UHFFFAOYSA-N 0.000 claims 1
YRPKDMKWHSUYKS-UHFFFAOYSA-N 2-[1-[[6-(3,5-dichlorophenyl)-3-methyl-2-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=C(C(=N1)OC=1C=NC(=CC=1)N1CCN(CC1)C)C)CN1CCC(CC1)CC(=O)O YRPKDMKWHSUYKS-UHFFFAOYSA-N 0.000 claims 1
KJSBUZCREZKGJL-UHFFFAOYSA-N 2-[2-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]-3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-5-yl]acetic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CC2C(C1)CC(C2)CC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C KJSBUZCREZKGJL-UHFFFAOYSA-N 0.000 claims 1
WGRNTRPTSUMYAD-UHFFFAOYSA-N 2-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]acetic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CC(=O)O WGRNTRPTSUMYAD-UHFFFAOYSA-N 0.000 claims 1
GBLKCQPGPROIOJ-UHFFFAOYSA-N 2-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]ethanesulfonic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCS(=O)(=O)O GBLKCQPGPROIOJ-UHFFFAOYSA-N 0.000 claims 1
NNBOEOHJHJRLDP-UHFFFAOYSA-N 2-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]ethyl carbamate Chemical compound C(N)(OCCN1CCN(CC1)C1=NC=C(C=C1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl)=O NNBOEOHJHJRLDP-UHFFFAOYSA-N 0.000 claims 1
VEBQXOBSVMVIKY-UHFFFAOYSA-N 2-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]ethylphosphonic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCP(O)(O)=O VEBQXOBSVMVIKY-UHFFFAOYSA-N 0.000 claims 1
QZSRTHDKVBOSRL-UHFFFAOYSA-N 2-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]ethylboronic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCB(O)O QZSRTHDKVBOSRL-UHFFFAOYSA-N 0.000 claims 1
HRYHXFHXZVJLJK-UHFFFAOYSA-N 2-[4-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperazin-1-yl]-N-methylacetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCN(CC1)CC(=O)NC)OC=1C=NC(=CC=1)N1CCNCC1 HRYHXFHXZVJLJK-UHFFFAOYSA-N 0.000 claims 1
UNIDEGTZLGHJTK-UHFFFAOYSA-N 2-[[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]methyl]butanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CC(C(=O)O)CC UNIDEGTZLGHJTK-UHFFFAOYSA-N 0.000 claims 1
WGBUVBWWWKVESR-ISILISOKSA-N 3-[(1S,5R)-3-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]-3,8-diazabicyclo[3.2.1]octan-8-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1C[C@H]2CC[C@@H](C1)N2CCC(=O)O WGBUVBWWWKVESR-ISILISOKSA-N 0.000 claims 1
ISUBQZLSVNOIDI-QFIPXVFZSA-N 3-[(2S)-4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]-2-methylpiperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1C[C@@H](N(CC1)CCC(=O)O)C ISUBQZLSVNOIDI-QFIPXVFZSA-N 0.000 claims 1
KPYRQEHFHYFONR-NRFANRHFSA-N 3-[(2S)-4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methoxycarbonylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]-2-methylpiperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1C[C@@H](N(CC1)CCC(=O)O)C)CN1CCC(CC1)CNC(=O)OC KPYRQEHFHYFONR-NRFANRHFSA-N 0.000 claims 1
YSIBHUAVANCUQW-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C(=O)O)C)OC=1C=NC(=NC=1)N1CCNCC1 YSIBHUAVANCUQW-UHFFFAOYSA-N 0.000 claims 1
NFEXBHGYAKOEIC-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCC(=O)O)OC=1C=NC(=CC=1)N1CCNCC1 NFEXBHGYAKOEIC-UHFFFAOYSA-N 0.000 claims 1
NDHVYFLDZGNGOP-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]azetidin-3-yl]butanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CC(C1)C(CC(=O)O)C)OC=1C=NC(=NC=1)N1CCN(CC1)C NDHVYFLDZGNGOP-UHFFFAOYSA-N 0.000 claims 1
AILLYPQKEJKKQU-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-hydroxypropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C(=O)O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C AILLYPQKEJKKQU-UHFFFAOYSA-N 0.000 claims 1
DZPXARBHSNBMCW-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C(=O)O)C)OC=1C=NC(=NC=1)N1CCN(CC1)C DZPXARBHSNBMCW-UHFFFAOYSA-N 0.000 claims 1
FTJAICRAXZPDTP-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)C FTJAICRAXZPDTP-UHFFFAOYSA-N 0.000 claims 1
ZQIHXQLCIRSQKL-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCC(=O)O)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C ZQIHXQLCIRSQKL-UHFFFAOYSA-N 0.000 claims 1
SMGBCEXNTVJFOQ-FOIFJWKZSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C(=O)O)C)OC=1C=NC(=NC=1)N1CCN(CC1)C[C@@H](C)O SMGBCEXNTVJFOQ-FOIFJWKZSA-N 0.000 claims 1
WGUQOFTUYAZYJE-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methyl-1,4-diazepan-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C(=O)O)C)OC1=NC=C(N=C1)N1CCN(CCC1)C WGUQOFTUYAZYJE-UHFFFAOYSA-N 0.000 claims 1
GUWZQPRSWCZCLV-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CC(C(=O)O)C)OC=1C=NC(=CC=1)N1CCN(CC1)C GUWZQPRSWCZCLV-UHFFFAOYSA-N 0.000 claims 1
WIWOEJXBVFWBJO-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-hydroxyethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)CCO WIWOEJXBVFWBJO-UHFFFAOYSA-N 0.000 claims 1
GWKPDJYVHOUQAY-UHFFFAOYSA-N 3-[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CCC(=O)O)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(=O)(=O)C GWKPDJYVHOUQAY-UHFFFAOYSA-N 0.000 claims 1
KZEVTBLQOMIVNT-UHFFFAOYSA-N 3-[1-[[3-(3,5-dichlorophenyl)-5-[2-[4-(2-hydroxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxyphenyl]methyl]piperidin-4-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)CCO)CN1CCC(CC1)CCC(=O)O KZEVTBLQOMIVNT-UHFFFAOYSA-N 0.000 claims 1
FZABWKUTLZYFGR-UHFFFAOYSA-N 3-[3-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]-3,8-diazabicyclo[3.2.1]octan-8-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CC2CCC(C1)N2CCC(=O)O FZABWKUTLZYFGR-UHFFFAOYSA-N 0.000 claims 1
OCCYVWVAGIUREZ-UHFFFAOYSA-N 3-[3-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methoxycarbonylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]-3,8-diazabicyclo[3.2.1]octan-8-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CC2CCC(C1)N2CCC(=O)O)CN1CCC(CC1)CNC(=O)OC OCCYVWVAGIUREZ-UHFFFAOYSA-N 0.000 claims 1
RRLIAQQUJJPJTD-UHFFFAOYSA-N 3-[4-[5-[3-(3,5-dichlorophenyl)-5-[[4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]phenoxy]pyrimidin-2-yl]piperazin-1-yl]-2-methylpropanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC)OC=1C=NC(=NC=1)N1CCN(CC1)CC(C(=O)O)C RRLIAQQUJJPJTD-UHFFFAOYSA-N 0.000 claims 1
INIFTEFZBYVVRK-UHFFFAOYSA-N 3-[4-[5-[3-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-5-(3,5-dichlorophenyl)phenoxy]pyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O INIFTEFZBYVVRK-UHFFFAOYSA-N 0.000 claims 1
RBMJWQFOWBQCSO-UHFFFAOYSA-N 3-[4-[5-[3-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-5-(3,5-dichlorophenyl)phenoxy]pyrimidin-2-yl]piperazin-1-yl]propanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)N RBMJWQFOWBQCSO-UHFFFAOYSA-N 0.000 claims 1
HGJQQOUZHCDZMX-UHFFFAOYSA-N 3-[4-[5-[3-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-5-(3,5-dichlorophenyl)phenoxy]pyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O HGJQQOUZHCDZMX-UHFFFAOYSA-N 0.000 claims 1
HAFOUJCBWUBLTN-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(2-amino-2-oxoethyl)piperazin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound NC(CN1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)=O HAFOUJCBWUBLTN-UHFFFAOYSA-N 0.000 claims 1
PPZLCSSCMFXLEO-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(2-carbamoyloxyethyl)piperazin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(N)(=O)OCCN1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O PPZLCSSCMFXLEO-UHFFFAOYSA-N 0.000 claims 1
WYTHEEPLFPJTGI-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(2-carbamoyloxyethyl)piperazin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(N)(=O)OCCN1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O WYTHEEPLFPJTGI-UHFFFAOYSA-N 0.000 claims 1
IGISMSHVUOFFFA-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(3-amino-3-oxopropyl)piperazin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound NC(CCN1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)=O IGISMSHVUOFFFA-UHFFFAOYSA-N 0.000 claims 1
GCSCMNUYGUOWFY-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxy-3-fluoropyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=C(C(=NC=1)N1CCN(CC1)CCC(=O)O)F GCSCMNUYGUOWFY-UHFFFAOYSA-N 0.000 claims 1
LFAQRMVYUVSFOI-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrazin-2-yl]piperazin-1-yl]propanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1N=CC(=NC=1)N1CCN(CC1)CCC(=O)N LFAQRMVYUVSFOI-UHFFFAOYSA-N 0.000 claims 1
SOOLCUDZAZNWHC-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrazin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1N=CC(=NC=1)N1CCN(CC1)CCC(=O)O SOOLCUDZAZNWHC-UHFFFAOYSA-N 0.000 claims 1
SQNPBLTTXRJFDR-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]-1,4-diazepan-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CCC1)CCC(=O)O SQNPBLTTXRJFDR-UHFFFAOYSA-N 0.000 claims 1
BXJGZCOEQLYXOK-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]-2,2-dimethylpiperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CC(N(CC1)CCC(=O)O)(C)C BXJGZCOEQLYXOK-UHFFFAOYSA-N 0.000 claims 1
MYIOGWRORXATBZ-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]-2,2-dimethylpropanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CC(C(=O)O)(C)C MYIOGWRORXATBZ-UHFFFAOYSA-N 0.000 claims 1
PGUCQMJFBJMXGX-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]butanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)C(CC(=O)O)C PGUCQMJFBJMXGX-UHFFFAOYSA-N 0.000 claims 1
SRIFUIFCXHGOKD-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)N SRIFUIFCXHGOKD-UHFFFAOYSA-N 0.000 claims 1
YLKNCNAEPRSZSL-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O YLKNCNAEPRSZSL-UHFFFAOYSA-N 0.000 claims 1
NLQBEDHVGYRHAZ-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-hydroxypropanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CC(C(=O)O)O NLQBEDHVGYRHAZ-UHFFFAOYSA-N 0.000 claims 1
ATBAQBLKRFTELF-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-methylpropanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CC(C(=O)N)C ATBAQBLKRFTELF-UHFFFAOYSA-N 0.000 claims 1
FJBKTIFXTBIKFY-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-methylpropanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CC(C(=O)O)C FJBKTIFXTBIKFY-UHFFFAOYSA-N 0.000 claims 1
VYYLLVDEHPHISD-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-N-methylpropanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)NC VYYLLVDEHPHISD-UHFFFAOYSA-N 0.000 claims 1
NFIQXXQFBPAEGV-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]butanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)C(CC(=O)N)C NFIQXXQFBPAEGV-UHFFFAOYSA-N 0.000 claims 1
XBTFDELNNXKOQL-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]butanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)C(CC(=O)O)C XBTFDELNNXKOQL-UHFFFAOYSA-N 0.000 claims 1
OJEZMYXSGCZVCU-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]cyclobutane-1-carboxylic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)C1CC(C1)C(=O)O OJEZMYXSGCZVCU-UHFFFAOYSA-N 0.000 claims 1
MAQHVCWTNAAYMI-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)N MAQHVCWTNAAYMI-UHFFFAOYSA-N 0.000 claims 1
DIZGFRSKRZZKAK-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O DIZGFRSKRZZKAK-UHFFFAOYSA-N 0.000 claims 1
UZCPNKCNMLNQDF-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3-bromo-5-fluorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)F)Br)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O UZCPNKCNMLNQDF-UHFFFAOYSA-N 0.000 claims 1
XQMDUMCMPTYZPZ-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3-chloro-4,5-difluorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=C(C(=C1)F)F)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)N XQMDUMCMPTYZPZ-UHFFFAOYSA-N 0.000 claims 1
GTVPXSCDPKRMDA-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3-chloro-5-fluorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)F)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O GTVPXSCDPKRMDA-UHFFFAOYSA-N 0.000 claims 1
NQDSJNTVTYBYGV-UHFFFAOYSA-N 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-[3-chloro-5-(difluoromethyl)phenyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)C(F)F)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O NQDSJNTVTYBYGV-UHFFFAOYSA-N 0.000 claims 1
BGXBDFVQPYZDLY-UHFFFAOYSA-N 3-[4-[5-[4-[[4-[(cyclopropanecarbonylamino)methyl]piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C1(CC1)C(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O BGXBDFVQPYZDLY-UHFFFAOYSA-N 0.000 claims 1
YWVCLWUEOMASGI-UHFFFAOYSA-N 3-[4-[5-[4-[[4-[(cyclopropanecarbonylamino)methyl]piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound C1(CC1)C(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O YWVCLWUEOMASGI-UHFFFAOYSA-N 0.000 claims 1
ISLDIHMIPGDOMM-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(2-methylsulfonylethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CCS(=O)(=O)C ISLDIHMIPGDOMM-UHFFFAOYSA-N 0.000 claims 1
ZPFLLYVHVNYWKO-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(2-sulfamoylethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CCS(N)(=O)=O ZPFLLYVHVNYWKO-UHFFFAOYSA-N 0.000 claims 1
CUZGBMRVPFIDGG-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(dimethylphosphorylmethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CP(=O)(C)C CUZGBMRVPFIDGG-UHFFFAOYSA-N 0.000 claims 1
BAIUJVZGILSXTP-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(methanesulfonamidomethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CNS(=O)(=O)C BAIUJVZGILSXTP-UHFFFAOYSA-N 0.000 claims 1
SYVGOKUTDSGVOF-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(methylcarbamoyloxymethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)COC(NC)=O SYVGOKUTDSGVOF-UHFFFAOYSA-N 0.000 claims 1
QPHCUAVSHDYATD-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(methylcarbamoyloxymethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]cyclobutane-1-carboxylic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)C1CC(C1)C(=O)O)CN1CCC(CC1)COC(NC)=O QPHCUAVSHDYATD-UHFFFAOYSA-N 0.000 claims 1
MKKBPROGCXUAMN-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(methylcarbamoyloxymethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)COC(NC)=O MKKBPROGCXUAMN-UHFFFAOYSA-N 0.000 claims 1
MACKPBPMUDSERF-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(methylsulfonylmethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CS(=O)(=O)C MACKPBPMUDSERF-UHFFFAOYSA-N 0.000 claims 1
IZVBHOGCZSHVDH-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-(sulfamoylmethyl)piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CS(N)(=O)=O IZVBHOGCZSHVDH-UHFFFAOYSA-N 0.000 claims 1
UZSRCCAUCAXPSD-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(ethoxycarbonylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CNC(=O)OCC UZSRCCAUCAXPSD-UHFFFAOYSA-N 0.000 claims 1
NKTCQGNRVMEMDD-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methoxycarbonylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CNC(=O)OC NKTCQGNRVMEMDD-UHFFFAOYSA-N 0.000 claims 1
DQVSCMUKWLHSNX-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxy-3-fluoropyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=C(C(=NC=1)N1CCN(CC1)CCC(=O)O)F)CN1CCC(CC1)CNC(=O)NC DQVSCMUKWLHSNX-UHFFFAOYSA-N 0.000 claims 1
XHGOUJUCYUYWRN-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CNC(=O)NC XHGOUJUCYUYWRN-UHFFFAOYSA-N 0.000 claims 1
CYOIADMGZQAPHK-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-methylpropanamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CC(C(=O)N)C)CN1CCC(CC1)CNC(=O)NC CYOIADMGZQAPHK-UHFFFAOYSA-N 0.000 claims 1
WPYCEJOOFZXOJZ-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]cyclobutane-1-carboxylic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)C1CC(C1)C(=O)O)CN1CCC(CC1)CNC(=O)NC WPYCEJOOFZXOJZ-UHFFFAOYSA-N 0.000 claims 1
YDYSAQMBJICACE-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)N)CN1CCC(CC1)CNC(=O)NC YDYSAQMBJICACE-UHFFFAOYSA-N 0.000 claims 1
AMIIINFQRNFYAA-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CNC(=O)NC AMIIINFQRNFYAA-UHFFFAOYSA-N 0.000 claims 1
VCNPPXARUSGRDF-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[2-(ethylamino)-2-oxoethyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)CC(=O)NCC VCNPPXARUSGRDF-UHFFFAOYSA-N 0.000 claims 1
ISOYIASXTSAFHJ-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-fluoro-4-[(methoxycarbonylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)O)CN1CCC(CC1)(CNC(=O)OC)F ISOYIASXTSAFHJ-UHFFFAOYSA-N 0.000 claims 1
LBXBFSZAOFNKOG-UHFFFAOYSA-N 3-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-hydroxy-4-[(methylcarbamoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)N)CN1CCC(CC1)(CNC(=O)NC)O LBXBFSZAOFNKOG-UHFFFAOYSA-N 0.000 claims 1
ITPTZODFBKNBBO-UHFFFAOYSA-N 3-[4-[6-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridazin-3-yl]piperazin-1-yl]-2-methylpropanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC1=CC=C(N=N1)N1CCN(CC1)CC(C(=O)O)C ITPTZODFBKNBBO-UHFFFAOYSA-N 0.000 claims 1
RGHZSFBXQDAKFN-UHFFFAOYSA-N 3-[4-[6-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridazin-3-yl]piperazin-1-yl]propanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC1=CC=C(N=N1)N1CCN(CC1)CCC(=O)O RGHZSFBXQDAKFN-UHFFFAOYSA-N 0.000 claims 1
GYOSYUQTOXVNCP-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)-3-fluoropyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-methylbutanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=C(C(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C(=O)O)C)F GYOSYUQTOXVNCP-UHFFFAOYSA-N 0.000 claims 1
CMJICMREVNDFAO-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrazin-2-yl]piperazin-1-yl]-2-methylbutanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1N=CC(=NC=1)N1CCN(CC1)CCC(C(=O)O)C CMJICMREVNDFAO-UHFFFAOYSA-N 0.000 claims 1
BVVOGLXAECFGHV-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]-2-ethylbutanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(C(=O)O)CC BVVOGLXAECFGHV-UHFFFAOYSA-N 0.000 claims 1
CSSLXMCVNNKBHV-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]-2-methylbutanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(C(=O)O)C CSSLXMCVNNKBHV-UHFFFAOYSA-N 0.000 claims 1
DVOOTSMSNCPOFK-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]-4-oxobutanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)C(CCC(=O)O)=O DVOOTSMSNCPOFK-UHFFFAOYSA-N 0.000 claims 1
JIULTJUKZWNUQG-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]butanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCCC(=O)O JIULTJUKZWNUQG-UHFFFAOYSA-N 0.000 claims 1
OAVQNRHRSBTVGG-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2,2-dimethylbutanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C(=O)O)(C)C OAVQNRHRSBTVGG-UHFFFAOYSA-N 0.000 claims 1
GOXVJENOKGAJKU-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-methylbutanoic acid Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C(=O)O)C GOXVJENOKGAJKU-UHFFFAOYSA-N 0.000 claims 1
LEVAZRITLDYOEB-UHFFFAOYSA-N 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]butanamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCCC(=O)N LEVAZRITLDYOEB-UHFFFAOYSA-N 0.000 claims 1
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IJBYETSSEQCWTD-UHFFFAOYSA-N 4-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(methoxycarbonylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]pentanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)C(CCC(=O)O)C)CN1CCC(CC1)CNC(=O)OC IJBYETSSEQCWTD-UHFFFAOYSA-N 0.000 claims 1
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SIWIJYQEDLRAFS-UHFFFAOYSA-N 4-[4-[5-[6-(3,5-dichlorophenyl)-4-[[4-[(propanoylamino)methyl]piperidin-1-yl]methyl]pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-methylbutanoic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=N1)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C(=O)O)C)CN1CCC(CC1)CNC(CC)=O SIWIJYQEDLRAFS-UHFFFAOYSA-N 0.000 claims 1
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CZODOOYJFFFSTQ-UHFFFAOYSA-N 5-[6-(3,5-dichlorophenyl)-4-[(4-dimethylphosphorylpiperidin-1-yl)methyl]pyridin-2-yl]oxy-2-(4-methylpiperazin-1-yl)pyrimidine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)P(C)(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C CZODOOYJFFFSTQ-UHFFFAOYSA-N 0.000 claims 1
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YYOMTSLUZUSVRJ-UHFFFAOYSA-N 9-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]-2-oxa-4,9-diazaspiro[5.5]undecan-3-one Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC2(CNC(OC2)=O)CC1)OC=1C=NC(=CC=1)N1CCN(CC1)C YYOMTSLUZUSVRJ-UHFFFAOYSA-N 0.000 claims 1
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YHYAVEKUXIOBGI-WXUXXXNLSA-N ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)[C@@H]1C[C@H](C1)NS(=O)(=O)C Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)[C@@H]1C[C@H](C1)NS(=O)(=O)C YHYAVEKUXIOBGI-WXUXXXNLSA-N 0.000 claims 1
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241000710945 Eastern equine encephalitis virus Species 0.000 claims 1
206010066919 Epidemic polyarthritis Diseases 0.000 claims 1
241000710831 Flavivirus Species 0.000 claims 1
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KSBOYDPDGMCWFY-UHFFFAOYSA-N N'-[5-[3-(3,5-dichlorophenyl)-5-(methylaminomethyl)phenoxy]pyridin-2-yl]propane-1,3-diamine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)CNC)OC=1C=CC(=NC=1)NCCCN KSBOYDPDGMCWFY-UHFFFAOYSA-N 0.000 claims 1
SMBLWSBPVQAPHT-UHFFFAOYSA-N N'-[5-[3-(3,5-dichlorophenyl)-5-(morpholin-4-ylmethyl)phenoxy]pyridin-2-yl]ethane-1,2-diamine Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)CN1CCOCC1)OC=1C=CC(=NC=1)NCCN SMBLWSBPVQAPHT-UHFFFAOYSA-N 0.000 claims 1
SZILVDWLVORFGF-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCNCC1 SZILVDWLVORFGF-UHFFFAOYSA-N 0.000 claims 1
CJVBBFSPPASPRS-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-(5-fluoro-6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]-4-hydroxypiperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)(O)CNC(C)=O)OC=1C=NC(=C(C=1)F)N1CCNCC1 CJVBBFSPPASPRS-UHFFFAOYSA-N 0.000 claims 1
BJPNBJGIVYZSDT-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-(5-fluoro-6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=C(C=1)F)N1CCNCC1 BJPNBJGIVYZSDT-UHFFFAOYSA-N 0.000 claims 1
VOXMMSPSZIDBBI-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-(5-piperazin-1-ylpyrazin-2-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC1=NC=C(N=C1)N1CCNCC1 VOXMMSPSZIDBBI-UHFFFAOYSA-N 0.000 claims 1
INMHBMDYFCJOTM-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]-4-hydroxypiperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)(O)CNC(C)=O)OC=1C=NC(=CC=1)N1CCNCC1 INMHBMDYFCJOTM-UHFFFAOYSA-N 0.000 claims 1
VDKYYQHPXWVDLX-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCNCC1 VDKYYQHPXWVDLX-UHFFFAOYSA-N 0.000 claims 1
UUVGNNCDCLACDG-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyrimidin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=N1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCNCC1 UUVGNNCDCLACDG-UHFFFAOYSA-N 0.000 claims 1
GRBBOCHYLOXTPQ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C GRBBOCHYLOXTPQ-UHFFFAOYSA-N 0.000 claims 1
CRCOTTQCXUHPFZ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methylcarbamoyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(=O)NC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C CRCOTTQCXUHPFZ-UHFFFAOYSA-N 0.000 claims 1
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RQZROPRGIVPBQN-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-methoxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCOC RQZROPRGIVPBQN-UHFFFAOYSA-N 0.000 claims 1
BZSUBAVTJCKNFV-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-methylsulfonylethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCS(=O)(=O)C BZSUBAVTJCKNFV-UHFFFAOYSA-N 0.000 claims 1
HWUSMCDHNLXPRM-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-sulfamoylethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCS(N)(=O)=O HWUSMCDHNLXPRM-UHFFFAOYSA-N 0.000 claims 1
MJRFQKRIVHTDTJ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-fluoro-2-hydroxypropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CC(CF)O MJRFQKRIVHTDTJ-UHFFFAOYSA-N 0.000 claims 1
ARHWIELUDRURKM-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylbutyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C)S(=O)(=O)C ARHWIELUDRURKM-UHFFFAOYSA-N 0.000 claims 1
BCVMNVYRXVXFMQ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C BCVMNVYRXVXFMQ-UHFFFAOYSA-N 0.000 claims 1
KPCNSHXEBKISQX-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-sulfamoylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(N)(=O)=O KPCNSHXEBKISQX-UHFFFAOYSA-N 0.000 claims 1
VIRMSKAJOBXQNG-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(4-methylsulfonylbutan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCS(=O)(=O)C VIRMSKAJOBXQNG-UHFFFAOYSA-N 0.000 claims 1
PYJGYERRINCYEQ-OAQYLSRUSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C[C@@H](C)O PYJGYERRINCYEQ-OAQYLSRUSA-N 0.000 claims 1
PSVYIZUVURFVFD-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC1=NC=C(N=C1)N1CCN(CC1)C PSVYIZUVURFVFD-UHFFFAOYSA-N 0.000 claims 1
QOEZJNKFNSDTIC-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[5-[4-(1-hydroxypropan-2-yl)piperazin-1-yl]pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC1=NC=C(N=C1)N1CCN(CC1)C(CO)C QOEZJNKFNSDTIC-UHFFFAOYSA-N 0.000 claims 1
BKTBCXMUIQMYMJ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(3,3-dimethylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CC(NCC1)(C)C BKTBCXMUIQMYMJ-UHFFFAOYSA-N 0.000 claims 1
FNJSVFSKWKAYSJ-UHFFFAOYSA-O N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(4,4-dimethylpiperazin-4-ium-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CC[N+](CC1)(C)C FNJSVFSKWKAYSJ-UHFFFAOYSA-O 0.000 claims 1
YTKLXJYWKNRHKJ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methyl-4-oxidopiperazin-4-ium-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CC[N+](CC1)(C)[O-] YTKLXJYWKNRHKJ-UHFFFAOYSA-N 0.000 claims 1
QVKMNLQEFQQWFF-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridazin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1N=NC(=CC=1)N1CCN(CC1)C QVKMNLQEFQQWFF-UHFFFAOYSA-N 0.000 claims 1
DOZCYTWSOTUZRG-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)C DOZCYTWSOTUZRG-UHFFFAOYSA-N 0.000 claims 1
LAHSJUPMHBNOHA-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(6-fluoro-4-methyl-1,4-diazepan-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC(C1)F)C LAHSJUPMHBNOHA-UHFFFAOYSA-N 0.000 claims 1
GTBYPHVGRORUHQ-VMPREFPWSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[(1S,4S)-5-(2-methylsulfonylethyl)-2,5-diazabicyclo[2.2.1]heptan-2-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1[C@@H]2CN([C@H](C1)C2)CCS(=O)(=O)C GTBYPHVGRORUHQ-VMPREFPWSA-N 0.000 claims 1
XZDOFFPORRITPR-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[3-(hydroxymethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CC(NCC1)CO XZDOFFPORRITPR-UHFFFAOYSA-N 0.000 claims 1
KSFOLVVXJUKHSI-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2,4-dihydroxybutyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CC(CCO)O KSFOLVVXJUKHSI-UHFFFAOYSA-N 0.000 claims 1
UCVBYLQLXFJUNC-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-hydroxyethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCO UCVBYLQLXFJUNC-UHFFFAOYSA-N 0.000 claims 1
AUPHEGBHBGKBKL-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-methoxyethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCOC AUPHEGBHBGKBKL-UHFFFAOYSA-N 0.000 claims 1
QVJUXMGVEFMRTC-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-methylsulfinylethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCS(=O)C QVJUXMGVEFMRTC-UHFFFAOYSA-N 0.000 claims 1
GQLFGFBRYFKBBJ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-methylsulfonylethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCS(=O)(=O)C GQLFGFBRYFKBBJ-UHFFFAOYSA-N 0.000 claims 1
QMVALPXMMOSZEX-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(2-sulfamoylethyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCS(N)(=O)=O QMVALPXMMOSZEX-UHFFFAOYSA-N 0.000 claims 1
FXTGWGXTYMXBOC-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylbutyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCC(C)S(=O)(=O)C FXTGWGXTYMXBOC-UHFFFAOYSA-N 0.000 claims 1
MUFBDQHCVPMURO-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(=O)(=O)C MUFBDQHCVPMURO-UHFFFAOYSA-N 0.000 claims 1
RFHMTJDRLMJDHY-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(4-methylsulfonylbutan-2-yl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)C(C)CCS(=O)(=O)C RFHMTJDRLMJDHY-UHFFFAOYSA-N 0.000 claims 1
UQSNCBKMYOVELD-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(methylamino)piperidin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCC(CC1)NC UQSNCBKMYOVELD-UHFFFAOYSA-N 0.000 claims 1
KHPCVBYFCLSXDX-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-[(1-hydroxycyclopropyl)methyl]piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CC1(CC1)O KHPCVBYFCLSXDX-UHFFFAOYSA-N 0.000 claims 1
SFGUBWZWOHCJPI-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-[2-(2H-tetrazol-5-yl)ethyl]piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound N1N=NN=C1CCN1CCN(CC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl SFGUBWZWOHCJPI-UHFFFAOYSA-N 0.000 claims 1
CTFHWUPZJIEXHW-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-[2-[methyl(methylsulfonyl)amino]ethyl]piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCN(S(=O)(=O)C)C CTFHWUPZJIEXHW-UHFFFAOYSA-N 0.000 claims 1
SGFDYBWBZYBQQJ-UHFFFAOYSA-N N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-[[1-(hydroxymethyl)cyclopropyl]methyl]piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CC1(CC1)CO SGFDYBWBZYBQQJ-UHFFFAOYSA-N 0.000 claims 1
JTFXBYVWXVLFRO-UHFFFAOYSA-N N-[[1-[[2-(3-chloro-5-fluorophenyl)-6-[2-[4-(2-hydroxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)F)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCO JTFXBYVWXVLFRO-UHFFFAOYSA-N 0.000 claims 1
HOSZLKUDMGEBRR-UHFFFAOYSA-N N-[[1-[[2-(3-chloro-5-fluorophenyl)-6-[2-[4-(4-methylsulfonylbutan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)F)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCS(=O)(=O)C HOSZLKUDMGEBRR-UHFFFAOYSA-N 0.000 claims 1
NQVCQNSAFVTDRH-UHFFFAOYSA-N N-[[1-[[2-[2-(1,4-diazepan-1-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound N1(CCNCCC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl NQVCQNSAFVTDRH-UHFFFAOYSA-N 0.000 claims 1
BKWZLSACVKQBQS-UHFFFAOYSA-N N-[[1-[[2-[2-(3,8-diazabicyclo[3.2.1]octan-3-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound C12CN(CC(CC1)N2)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl BKWZLSACVKQBQS-UHFFFAOYSA-N 0.000 claims 1
QLAKARGLVYPTJM-UHFFFAOYSA-N N-[[1-[[2-[2-(4-aminopiperidin-1-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC1CCN(CC1)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl QLAKARGLVYPTJM-UHFFFAOYSA-N 0.000 claims 1
UZZFYFAPACIIMR-UHFFFAOYSA-N N-[[1-[[2-[6-(1,4-diazepan-1-yl)pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound N1(CCNCCC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl UZZFYFAPACIIMR-UHFFFAOYSA-N 0.000 claims 1
RXQFCBKANACHGN-UHFFFAOYSA-N N-[[1-[[2-[6-(2,3,3a,4,6,6a-hexahydro-1H-pyrrolo[3,4-c]pyrrol-5-yl)pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)OC=1C=NC(=CC=1)N1CC2CNCC2C1 RXQFCBKANACHGN-UHFFFAOYSA-N 0.000 claims 1
BKSNHSRICNTROE-UHFFFAOYSA-N N-[[1-[[2-[6-(2,7-diazaspiro[4.4]nonan-2-yl)pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound C1N(CCC11CNCC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl BKSNHSRICNTROE-UHFFFAOYSA-N 0.000 claims 1
YUTQONMERSMRPD-UHFFFAOYSA-N N-[[1-[[2-[6-(4-amino-3,3-dimethylpiperidin-1-yl)pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC1C(CN(CC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl)(C)C YUTQONMERSMRPD-UHFFFAOYSA-N 0.000 claims 1
VKNBUPYMOVGTOO-UHFFFAOYSA-N N-[[1-[[2-[6-(4-amino-3-fluoropiperidin-1-yl)pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC1C(CN(CC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl)F VKNBUPYMOVGTOO-UHFFFAOYSA-N 0.000 claims 1
XDLBZXFQOOEBJF-UHFFFAOYSA-N N-[[1-[[2-[6-(4-aminopiperidin-1-yl)pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC1CCN(CC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl XDLBZXFQOOEBJF-UHFFFAOYSA-N 0.000 claims 1
SXKBLOKHWPIADJ-FIPFOOKPSA-N N-[[1-[[2-[6-[(3S,4R)-3-(aminomethyl)-4-hydroxypyrrolidin-1-yl]pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC[C@H]1CN(C[C@@H]1O)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl SXKBLOKHWPIADJ-FIPFOOKPSA-N 0.000 claims 1
RPGPPMGYGMKLGB-UHFFFAOYSA-O N-[[1-[[2-[6-[4,4-bis(2-hydroxyethyl)piperazin-4-ium-1-yl]pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CC[N+](CC1)(CCO)CCO RPGPPMGYGMKLGB-UHFFFAOYSA-O 0.000 claims 1
RKAGSNCVTRHPBP-UHFFFAOYSA-N N-[[1-[[2-[6-[4-(2-aminoethyl)piperazin-1-yl]pyridin-3-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NCCN1CCN(CC1)C1=CC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(C)=O)C1=CC(=CC(=C1)Cl)Cl RKAGSNCVTRHPBP-UHFFFAOYSA-N 0.000 claims 1
ZFOBTIAJLXZIMD-UHFFFAOYSA-N N-[[1-[[3-(3,5-dichlorophenyl)-5-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxyphenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)C)CN1CCC(CC1)CNC(C)=O ZFOBTIAJLXZIMD-UHFFFAOYSA-N 0.000 claims 1
MIDXQKYLKHFFGW-UHFFFAOYSA-N N-[[1-[[3-(3,5-dichlorophenyl)-5-[2-[4-(2-methylsulfonylethyl)piperazin-1-yl]pyrimidin-5-yl]oxyphenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)CCS(=O)(=O)C)CN1CCC(CC1)CNC(C)=O MIDXQKYLKHFFGW-UHFFFAOYSA-N 0.000 claims 1
UARSQJLFBQIRBA-UHFFFAOYSA-N N-[[1-[[3-(3,5-dichlorophenyl)-5-[2-[4-(3-hydroxypropyl)piperazin-1-yl]pyrimidin-5-yl]oxyphenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)CCCO)CN1CCC(CC1)CNC(C)=O UARSQJLFBQIRBA-UHFFFAOYSA-N 0.000 claims 1
UDUPFMHOPJSTGG-UHFFFAOYSA-N N-[[1-[[3-(3,5-dichlorophenyl)-5-[6-(3-oxo-1,2,5,6,8,8a-hexahydroimidazo[1,5-a]pyrazin-7-yl)pyridin-3-yl]oxyphenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=CC=1)N1CC2N(CC1)C(NC2)=O)CN1CCC(CC1)CNC(C)=O UDUPFMHOPJSTGG-UHFFFAOYSA-N 0.000 claims 1
ZRKGFXZPNKHDAU-UHFFFAOYSA-N N-[[1-[[3-(3,5-dichlorophenyl)-5-[6-[4-(2-methylsulfonylethyl)piperazin-1-yl]pyridin-3-yl]oxyphenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=CC(=C1)OC=1C=NC(=CC=1)N1CCN(CC1)CCS(=O)(=O)C)CN1CCC(CC1)CNC(C)=O ZRKGFXZPNKHDAU-UHFFFAOYSA-N 0.000 claims 1
LDECVNBXWPYHKC-UHFFFAOYSA-N N-[[1-[[3-(4-aminophenoxy)-5-(3,5-dichlorophenyl)phenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC1=CC=C(OC=2C=C(C=C(C=2)C2=CC(=CC(=C2)Cl)Cl)CN2CCC(CC2)CNC(C)=O)C=C1 LDECVNBXWPYHKC-UHFFFAOYSA-N 0.000 claims 1
DTFJRJBUHFTDDY-UHFFFAOYSA-N N-[[1-[[3-(5-aminopyridin-2-yl)oxy-5-(3,5-dichlorophenyl)phenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC=1C=CC(=NC=1)OC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)CN1CCC(CC1)CNC(C)=O DTFJRJBUHFTDDY-UHFFFAOYSA-N 0.000 claims 1
JMFLCJWDPNCSPE-UHFFFAOYSA-N N-[[1-[[3-(5-aminopyrimidin-2-yl)oxy-5-(3,5-dichlorophenyl)phenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC=1C=NC(=NC=1)OC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)CN1CCC(CC1)CNC(C)=O JMFLCJWDPNCSPE-UHFFFAOYSA-N 0.000 claims 1
WFORLQUIZRMEBY-UHFFFAOYSA-N N-[[1-[[3-(6-amino-5-fluoropyridin-3-yl)oxy-5-(3,5-dichlorophenyl)phenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC1=C(C=C(C=N1)OC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)CN1CCC(CC1)CNC(C)=O)F WFORLQUIZRMEBY-UHFFFAOYSA-N 0.000 claims 1
PHWHHUOUVUIAQW-UHFFFAOYSA-N N-[[1-[[3-[6-[(2-amino-2-methylpropyl)amino]pyridin-3-yl]oxy-5-(3,5-dichlorophenyl)phenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound NC(CNC1=CC=C(C=N1)OC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)CN1CCC(CC1)CNC(C)=O)(C)C PHWHHUOUVUIAQW-UHFFFAOYSA-N 0.000 claims 1
UEMQSSPHGBWKSN-XZWHSSHBSA-N N-[[1-[[3-[6-[(3S,4R)-4-amino-3-fluoropiperidin-1-yl]pyridin-3-yl]oxy-5-(3,5-dichlorophenyl)phenyl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound N[C@H]1[C@H](CN(CC1)C1=CC=C(C=N1)OC=1C=C(C=C(C=1)C1=CC(=CC(=C1)Cl)Cl)CN1CCC(CC1)CNC(C)=O)F UEMQSSPHGBWKSN-XZWHSSHBSA-N 0.000 claims 1
ZTHYCMJMVHZTSE-UHFFFAOYSA-N N-[[1-[[6-(3,5-dichlorophenyl)-2-(6-piperazin-1-ylpyridin-3-yl)oxypyrimidin-4-yl]methyl]piperidin-4-yl]methyl]acetamide Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=CC(=NC(=N1)OC=1C=NC(=CC=1)N1CCNCC1)CN1CCC(CC1)CNC(C)=O ZTHYCMJMVHZTSE-UHFFFAOYSA-N 0.000 claims 1
241000526636 Nipah henipavirus Species 0.000 claims 1
101710124951 Phospholipase C Proteins 0.000 claims 1
241000710942 Ross River virus Species 0.000 claims 1
241000710961 Semliki Forest virus Species 0.000 claims 1
108010079723 Shiga Toxin Proteins 0.000 claims 1
101710084578 Short neurotoxin 1 Proteins 0.000 claims 1
241000710960 Sindbis virus Species 0.000 claims 1
101710182532 Toxin a Proteins 0.000 claims 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
241000710959 Venezuelan equine encephalitis virus Species 0.000 claims 1
208000036142 Viral infection Diseases 0.000 claims 1
241000710951 Western equine encephalitis virus Species 0.000 claims 1
SZEOGUJJGPUGHD-QHCPKHFHSA-N [(7S)-4-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]-1,4-oxazepan-7-yl]methanol Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCO[C@@H](CC1)CO)OC=1C=NC(=NC=1)N1CCN(CC1)C SZEOGUJJGPUGHD-QHCPKHFHSA-N 0.000 claims 1
JOKZZEDKQVQZPD-UHFFFAOYSA-N [1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methanesulfonic acid Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CS(=O)(=O)O)OC=1C=NC(=CC=1)N1CCNCC1 JOKZZEDKQVQZPD-UHFFFAOYSA-N 0.000 claims 1
VPRGRDMZZIEHHL-UHFFFAOYSA-N [1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl N-methylcarbamate Chemical compound CNC(OCC1CCN(CC1)CC1=CC(=NC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)C)C1=CC(=CC(=C1)Cl)Cl)=O VPRGRDMZZIEHHL-UHFFFAOYSA-N 0.000 claims 1
URKHYFZPZXGYFO-UHFFFAOYSA-N [1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]urea Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)NC(=O)N)OC=1C=NC(=NC=1)N1CCN(CC1)C URKHYFZPZXGYFO-UHFFFAOYSA-N 0.000 claims 1
GHGPTVKXIVKTPP-UHFFFAOYSA-N [1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-hydroxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl N-methylcarbamate Chemical compound CNC(OCC1CCN(CC1)CC1=CC(=NC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)CCO)C1=CC(=CC(=C1)Cl)Cl)=O GHGPTVKXIVKTPP-UHFFFAOYSA-N 0.000 claims 1
OBSRGRRBXGJGFI-UHFFFAOYSA-N [1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl N-methylcarbamate Chemical compound CNC(OCC1CCN(CC1)CC1=CC(=NC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C)C1=CC(=CC(=C1)Cl)Cl)=O OBSRGRRBXGJGFI-UHFFFAOYSA-N 0.000 claims 1
DZNNJHLFFGKCPC-UHFFFAOYSA-N [1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(4-hydroxybutan-2-yl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl N-methylcarbamate Chemical compound CNC(OCC1CCN(CC1)CC1=CC(=NC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)C(C)CCO)C1=CC(=CC(=C1)Cl)Cl)=O DZNNJHLFFGKCPC-UHFFFAOYSA-N 0.000 claims 1
MIULRXPEBRWNDE-OAQYLSRUSA-N [1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl N-methylcarbamate Chemical compound CNC(OCC1CCN(CC1)CC1=CC(=NC(=C1)OC=1C=NC(=NC=1)N1CCN(CC1)C[C@@H](C)O)C1=CC(=CC(=C1)Cl)Cl)=O MIULRXPEBRWNDE-OAQYLSRUSA-N 0.000 claims 1
FLEMCNDRTFUUAK-UHFFFAOYSA-N [1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl N-methylcarbamate Chemical compound CNC(OCC1CCN(CC1)CC1=CC(=NC(=C1)OC=1C=NC(=CC=1)N1CCN(CC1)C)C1=CC(=CC(=C1)Cl)Cl)=O FLEMCNDRTFUUAK-UHFFFAOYSA-N 0.000 claims 1
MHWOTHLAKQMJIK-JOCHJYFZSA-N [1-[[2-(3,5-dichlorophenyl)-6-[6-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl N-methylcarbamate Chemical compound CNC(OCC1CCN(CC1)CC1=CC(=NC(=C1)OC=1C=NC(=CC=1)N1CCN(CC1)C[C@@H](C)O)C1=CC(=CC(=C1)Cl)Cl)=O MHWOTHLAKQMJIK-JOCHJYFZSA-N 0.000 claims 1
239000002253 acid Substances 0.000 claims 1
239000002776 alpha toxin Substances 0.000 claims 1
239000004202 carbamide Substances 0.000 claims 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
208000035475 disorder Diseases 0.000 claims 1
125000000623 heterocyclic group Chemical group 0.000 claims 1
230000002401 inhibitory effect Effects 0.000 claims 1
ZEMFZMXOSDVLJF-UHFFFAOYSA-N methyl 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoate Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)OC ZEMFZMXOSDVLJF-UHFFFAOYSA-N 0.000 claims 1
KFTQAHLVLBNYQW-UHFFFAOYSA-N methyl 3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]propanoate Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(=O)OC KFTQAHLVLBNYQW-UHFFFAOYSA-N 0.000 claims 1
CEIQQARXLSGSCF-UHFFFAOYSA-N methyl 4-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyrimidin-2-yl]piperazin-1-yl]-2-methylbutanoate Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=NC(=NC=1)N1CCN(CC1)CCC(C(=O)OC)C CEIQQARXLSGSCF-UHFFFAOYSA-N 0.000 claims 1
LCYYGKQJAFAREH-UHFFFAOYSA-N methyl N-[3-[4-[5-[4-[[4-(acetamidomethyl)piperidin-1-yl]methyl]-6-(3,5-dichlorophenyl)pyridin-2-yl]oxypyridin-2-yl]piperazin-1-yl]propanoyl]carbamate Chemical compound C(C)(=O)NCC1CCN(CC1)CC1=CC(=NC(=C1)C1=CC(=CC(=C1)Cl)Cl)OC=1C=CC(=NC=1)N1CCN(CC1)CCC(=O)NC(OC)=O LCYYGKQJAFAREH-UHFFFAOYSA-N 0.000 claims 1
QNDUHJPDVXSFJI-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=NC=1)N1CCNCC1 QNDUHJPDVXSFJI-UHFFFAOYSA-N 0.000 claims 1
OMHJCKLDTXYQGJ-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]-4-hydroxypiperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)(O)CNC(OC)=O)OC=1C=NC(=CC=1)N1CCNCC1 OMHJCKLDTXYQGJ-UHFFFAOYSA-N 0.000 claims 1
IPHVEJLPTDGKLQ-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-(6-piperazin-1-ylpyridin-3-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=CC=1)N1CCNCC1 IPHVEJLPTDGKLQ-UHFFFAOYSA-N 0.000 claims 1
MCTNDUNMSMVTAF-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C MCTNDUNMSMVTAF-UHFFFAOYSA-N 0.000 claims 1
CSSSNJFUGKHZRX-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(2-hydroxyethyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCO CSSSNJFUGKHZRX-UHFFFAOYSA-N 0.000 claims 1
PNICXPHIMYQUQE-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=NC=1)N1CCN(CC1)CCCS(=O)(=O)C PNICXPHIMYQUQE-UHFFFAOYSA-N 0.000 claims 1
PZJGFTBFNVJVGC-OAQYLSRUSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-[2-[4-[(2R)-2-hydroxypropyl]piperazin-1-yl]pyrimidin-5-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=NC=1)N1CCN(CC1)C[C@@H](C)O PZJGFTBFNVJVGC-OAQYLSRUSA-N 0.000 claims 1
SXJDOTDNZQHTBB-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-[5-(4-methylpiperazin-1-yl)pyrazin-2-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC1=NC=C(N=C1)N1CCN(CC1)C SXJDOTDNZQHTBB-UHFFFAOYSA-N 0.000 claims 1
STMJMWVJSYGCHO-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=CC=1)N1CCN(CC1)C STMJMWVJSYGCHO-UHFFFAOYSA-N 0.000 claims 1
AXWBZUYAVMNCGI-UHFFFAOYSA-N methyl N-[[1-[[2-(3,5-dichlorophenyl)-6-[6-[4-(3-methylsulfonylpropyl)piperazin-1-yl]pyridin-3-yl]oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)Cl)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=CC=1)N1CCN(CC1)CCCS(=O)(=O)C AXWBZUYAVMNCGI-UHFFFAOYSA-N 0.000 claims 1
TUNBKYBPBGMALQ-UHFFFAOYSA-N methyl N-[[1-[[2-(3-chloro-5-fluorophenyl)-6-(2-piperazin-1-ylpyrimidin-5-yl)oxypyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound ClC=1C=C(C=C(C=1)F)C1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)OC=1C=NC(=NC=1)N1CCNCC1 TUNBKYBPBGMALQ-UHFFFAOYSA-N 0.000 claims 1
XYIVZVWUVKAPNH-UHFFFAOYSA-N methyl N-[[1-[[2-[2-(1,4-diazabicyclo[3.2.1]octan-4-yl)pyrimidin-5-yl]oxy-6-(3,5-dichlorophenyl)pyridin-4-yl]methyl]piperidin-4-yl]methyl]carbamate Chemical compound N12CCN(C(CC1)C2)C1=NC=C(C=N1)OC1=NC(=CC(=C1)CN1CCC(CC1)CNC(OC)=O)C1=CC(=CC(=C1)Cl)Cl XYIVZVWUVKAPNH-UHFFFAOYSA-N 0.000 claims 1
125000004193 piperazinyl group Chemical group 0.000 claims 1
230000002265 prevention Effects 0.000 claims 1
230000010076 replication Effects 0.000 claims 1
230000000241 respiratory effect Effects 0.000 claims 1
239000003053 toxin Substances 0.000 claims 1
231100000765 toxin Toxicity 0.000 claims 1
108700012359 toxins Proteins 0.000 claims 1
230000009385 viral infection Effects 0.000 claims 1

JP2022527989A 2019-11-12 2020-11-12 感染症を処置するための低分子フーリン阻害剤 Pending JP2023503852A (ja)